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Antiprotozoal and Antibacterial Activity of Ravenelin, a Xanthone Isolated from the Endophytic Fungus Exserohilum rostratum

The natural compound ravenelin was isolated from the biomass extracts of Exserohilum rostratum fungus, and its antimicrobial, antiplasmodial, and trypanocidal activities were evaluated. Ravenelin was isolated by column chromatography and HPLC and identified by NMR and MS. The susceptibility of Gram-positive and Gram-negative bacteria strains to ravenelin was determined by microbroth dilution assay. Cytotoxicity was evaluated in hepatocarcinoma cells (HepG2) and BALB/c peritoneal macrophages by using MTT. SYBR Green I-based assay was used in the asexual stages of Plasmodium falciparum. Trypanocidal activity was tested against the epimastigote and intracellular amastigote forms of Trypanosoma cruzi. Ravenelin was active against Gram-positive bacteria strains, with emphasis on Bacillus subtilis (MIC value of 7.5 µM). Ravenelin’s antiparasitic activities were assessed against both the epimastigote (IC50 value of 5 ± 1 µM) and the intracellular amastigote forms of T. cruzi (IC50 value of 9 ± 2 µM), as well as against P. falciparum (IC50 value of 3.4 ± 0.4 µM). Ravenelin showed low cytotoxic effects on both HepG2 (CC50 > 50 µM) and peritoneal macrophage (CC50 = 185 ± 1 µM) cells with attractive selectivity for the parasites (SI values > 15). These findings indicate that ravenelin is a natural compound with both antibacterial and antiparasitic activities, and considerable selectivity indexes. Therefore, ravenelin is an attractive candidate for hit-to-lead development.
- University of São Paulo Brazil
- Universidade de São Paulo Brazil
- Oswaldo Cruz Foundation Brazil
- Universidade Estadual do Maranhão Brazil
- Oswaldo Cruz Foundation Brazil
Magnetic Resonance Spectroscopy, Cell Survival, Antiprotozoal Agents, Organic chemistry, Microbial Sensitivity Tests, Gram-Positive Bacteria, Article, Mice, QD241-441, Ascomycota, Gram-Negative Bacteria, Animals, Humans, Biomass, Cells, Cultured, Chromatography, High Pressure Liquid, Cell Proliferation, Biological Products, Mice, Inbred BALB C, Molecular Structure, Hep G2 Cells, Anti-Bacterial Agents, antiprotozoan, xanthone, Macrophages, Peritoneal, antimicrobial, fungi, polyketides
Magnetic Resonance Spectroscopy, Cell Survival, Antiprotozoal Agents, Organic chemistry, Microbial Sensitivity Tests, Gram-Positive Bacteria, Article, Mice, QD241-441, Ascomycota, Gram-Negative Bacteria, Animals, Humans, Biomass, Cells, Cultured, Chromatography, High Pressure Liquid, Cell Proliferation, Biological Products, Mice, Inbred BALB C, Molecular Structure, Hep G2 Cells, Anti-Bacterial Agents, antiprotozoan, xanthone, Macrophages, Peritoneal, antimicrobial, fungi, polyketides
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